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Basic Information
| CAS No.: | 16648-44-5 |
|---|---|
| Name: | Benzeneacetic acid, a-acetyl-, methyl ester |
| Article Data: | 6 |
| Molecular Structure: | |
|
|
|
| Formula: | C11H12O3 |
| Molecular Weight: | 192.214 |
| Synonyms: | Methyl 3-oxo-2-phenylbutyrate; |
| Density: | 1?+-.0.06 g/cm3(Predicted) |
| Melting Point: | 58.5-59.0 °C |
| Boiling Point: | 92-96 °C(Press: 0.6 Torr) |
| PSA: | 43.37000 |
| LogP: | 1.53220 |
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Synthetic route
- 79-20-9
acetic acid methyl ester
- 101-41-7
benzeneacetic acid methyl ester
- 16648-44-5
methyl α-acetylphenylacetate
Conditions
| Conditions | Yield |
|---|---|
| With potassium tert-butylate In tetrahydrofuran at -78 - 45℃; for 13h; Inert atmosphere; | 51% |
| With potassium tert-butylate 1.) -78 deg C, 2 h, 2.) r.t., 18 h; reflux,1 h; | 39% |
- 108-24-7
acetic anhydride
- 101-41-7
benzeneacetic acid methyl ester
- 16648-44-5
methyl α-acetylphenylacetate
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: benzeneacetic acid methyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: acetic anhydride In tetrahydrofuran at -78 - 0℃; | 50% |
- 67-56-1
methanol
- 2009-96-3
2-diazo-1-phenylbutane-1,3-dione
A
- 32742-19-1, 116782-25-3, 29540-54-3
methyl 2-benzoylpropionate
B
- 614-27-7
methyl 3-oxo-3-phenylpropionate
C
- 16648-44-5
methyl α-acetylphenylacetate
D
- 112370-88-4
2-Methoxy-3-oxo-3-phenylpropionsaeuremethylester
Conditions
| Conditions | Yield |
|---|---|
| In 1,4-dioxane at 10℃; Product distribution; Mechanism; Irradiation; also thermolysis at 80 deg C, other 2-diazo-1,3-dicarbonyl compounds; | A 23.9 % Chromat. B n/a C 12.5 % Chromat. D 27.2 % Chromat. |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: benzeneacetic acid methyl ester With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: acetyl chloride In tetrahydrofuran; hexane at -78 - 20℃; | 1.5 g |
Conditions
| Conditions | Yield |
|---|---|
| With 1-methyl-1H-imidazole; triethylamine In N,N-dimethyl-formamide at 0 - 25℃; for 2h; stereoselective reaction; | 94% |
Conditions
| Conditions | Yield |
|---|---|
| With N,N,N,N,-tetramethylethylenediamine; lithium chloride In acetonitrile at 0 - 25℃; for 2h; stereoselective reaction; | 93% |
- 16648-44-5
methyl α-acetylphenylacetate
Conditions
| Conditions | Yield |
|---|---|
| With acetic acid for 0.5h; Reflux; Inert atmosphere; | 88% |
- 16648-44-5
methyl α-acetylphenylacetate
- 2524-64-3
chlorophosphoric acid diphenyl ester
Conditions
| Conditions | Yield |
|---|---|
| With 1-methyl-1H-imidazole; N-ethyl-N,N-diisopropylamine; lithium chloride at 0 - 5℃; for 1h; Inert atmosphere; stereoselective reaction; | 86% |
- 16648-44-5
methyl α-acetylphenylacetate
- 2524-64-3
chlorophosphoric acid diphenyl ester
Conditions
| Conditions | Yield |
|---|---|
| With 1-methyl-1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 0 - 5℃; for 1h; Inert atmosphere; stereoselective reaction; | 74% |
- 16648-44-5
methyl α-acetylphenylacetate
- 4187-87-5
1-Phenyl-2-propyn-1-ol
Conditions
| Conditions | Yield |
|---|---|
| In toluene at 20℃; for 122h; Reflux; Inert atmosphere; | 68% |
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